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Cheap flights from Redmond to Chicago from $139

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Redmond to Chicago departing on 3/24. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
0 bags

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Cheap round-trip flights

Enter your travel dates to find the best prices.
Delta Logo
6:19 am - 11:52 pm
RDM
-
ORD
15h 33m
1 stop
Delta Logo
7:15 am - 5:01 pm
ORD
-
RDM
11h 46m
1 stop
$265Delta
Sun, Apr 12 - Sun, Apr 19
United Airlines Logo
1:55 pm - 12:59 am
RDM
-
ORD
9h 04m
1 stop
United Airlines Logo
6:25 am - 11:55 am
ORD
-
RDM
7h 30m
1 stop
$272United Airlines
Wed, Apr 15 - Sat, Apr 18
Multiple Airlines Logo
12:10 pm - 6:47 am
RDM
-
ORD
16h 37m
1 stop
Multiple Airlines Logo
9:18 pm - 11:35 am
ORD
-
RDM
16h 17m
1 stop
$278Multiple Airlines
Mon, May 4 - Thu, May 7
Delta Logo
11:35 am - 9:18 pm
RDM
-
ORD
7h 43m
2 stops
Delta Logo
7:35 am - 11:53 am
ORD
-
RDM
6h 18m
1 stop
$282Delta
Wed, Apr 15 - Sat, Apr 18
Alaska Airlines Logo
6:00 am - 11:59 pm
RDM
-
ORD
15h 59m
1 stop
Alaska Airlines Logo
6:00 am - 12:58 pm
ORD
-
RDM
8h 58m
1 stop
$291Alaska Airlines
Thu, Apr 30 - Tue, May 5
Delta Logo
6:05 am - 4:39 pm
RDM
-
ORD
8h 34m
1 stop
Delta Logo
2:09 pm - 11:06 pm
ORD
-
RDM
10h 57m
2 stops
$303Delta
Thu, Apr 30 - Tue, May 5
Alaska Airlines Logo
6:00 am - 11:59 pm
RDM
-
ORD
15h 59m
1 stop
Alaska Airlines Logo
6:00 am - 12:58 pm
ORD
-
RDM
8h 58m
1 stop
$305Alaska Airlines
Thu, Apr 30 - Mon, May 4
Delta Logo
12:35 pm - 9:58 pm
RDM
-
ORD
7h 23m
1 stop
Delta Logo
7:20 am - 12:11 pm
ORD
-
RDM
6h 51m
1 stop
$309Delta
Sat, Jul 4 - Wed, Jul 8
Delta Logo
5:41 pm - 8:40 am
RDM
-
ORD
12h 59m
2 stops
Delta Logo
6:20 pm - 10:54 pm
ORD
-
RDM
6h 34m
1 stop
$310Delta
Mon, May 4 - Thu, May 7
Alaska Airlines Logo
5:49 pm - 6:20 am
RDM
-
ORD
10h 31m
1 stop
Alaska Airlines Logo
7:20 am - 11:39 am
ORD
-
RDM
6h 19m
1 stop
$319Alaska Airlines
Fri, Jul 3 - Wed, Jul 8

Alaska Airlines flights from Redmond to Chicago O'Hare Intl Airport

Our best Alaska Airlines deals on Redmond to Chicago O'Hare Intl Airport flight tickets
Alaska Airlines
Apr 30
RDM6:00 amBend/Redmond
15h 59m
1 stop
ORD11:59 pmChicago O'Hare Intl
May 5
ORD6:00 amChicago O'Hare Intl
8h 58m
1 stop
RDM12:58 pmBend/Redmond
$291
Alaska Airlines
Apr 30
RDM6:00 amBend/Redmond
15h 59m
1 stop
ORD11:59 pmChicago O'Hare Intl
May 4
ORD6:00 amChicago O'Hare Intl
8h 58m
1 stop
RDM12:58 pmBend/Redmond
$305
Alaska Airlines
Jul 3
RDM5:49 pmBend/Redmond
10h 31m
1 stop
ORD6:20 amChicago O'Hare Intl
Jul 8
ORD7:20 amChicago O'Hare Intl
6h 19m
1 stop
RDM11:39 amBend/Redmond
$319

Delta flights from Redmond to Chicago O'Hare Intl Airport

Our best Delta deals on Redmond to Chicago O'Hare Intl Airport flight tickets
Delta
Apr 12
RDM6:19 amBend/Redmond
15h 33m
1 stop
ORD11:52 pmChicago O'Hare Intl
Apr 19
ORD7:15 amChicago O'Hare Intl
11h 46m
1 stop
RDM5:01 pmBend/Redmond
$265
Delta
Apr 15
RDM11:35 amBend/Redmond
7h 43m
2 stops
ORD9:18 pmChicago O'Hare Intl
Apr 18
ORD7:35 amChicago O'Hare Intl
6h 18m
1 stop
RDM11:53 amBend/Redmond
$282
Delta
Apr 30
RDM6:05 amBend/Redmond
8h 34m
1 stop
ORD4:39 pmChicago O'Hare Intl
May 5
ORD2:09 pmChicago O'Hare Intl
10h 57m
2 stops
RDM11:06 pmBend/Redmond
$303

momondo Fare Finder

 
Customize your flight search to find flights from Redmond to Chicago O'Hare Intl Airport that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, momondo users made 832,500 searches. Data last updated February 27, 2026.
Use the filters below to find and compare flights from Redmond to Chicago O'Hare Intl Airport that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

RedmondChicago

RDM - ORD

RDMORD

Bend/Redmond

Sun 4/12

6:19 am-11:52 pm

1 stop15h 33m

Chicago O'Hare Intl

Sun 4/19

7:15 am-5:01 pm

1 stop11h 46m

$265

RedmondChicago

RDM - ORD

RDMORD

Bend/Redmond

Wed 4/15

1:55 pm-12:59 am

1 stop9h 04m

Chicago O'Hare Intl

Sat 4/18

6:25 am-11:55 am

1 stop7h 30m

$272

RedmondChicago

RDM - ORD

RDMORD

Bend/Redmond

Mon 5/4

12:10 pm-6:47 am

1 stop16h 37m

Chicago O'Hare Intl

Thu 5/7

9:18 pm-11:35 am

1 stop16h 17m

$278

RedmondChicago

RDM - ORD

RDMORD

Bend/Redmond

Wed 4/15

11:35 am-9:18 pm

2 stops7h 43m

Chicago O'Hare Intl

Sat 4/18

7:35 am-11:53 am

1 stop6h 18m

$282

RedmondChicago

RDM - ORD

RDMORD

Bend/Redmond

Thu 4/30

6:00 am-11:59 pm

1 stop15h 59m

Chicago O'Hare Intl

Tue 5/5

6:00 am-12:58 pm

1 stop8h 58m

$291

RedmondChicago

RDM - ORD

RDMORD

Bend/Redmond

Thu 4/30

6:05 am-4:39 pm

1 stop8h 34m

Chicago O'Hare Intl

Tue 5/5

2:09 pm-11:06 pm

2 stops10h 57m

$303

RedmondChicago

RDM - ORD

RDMORD

Bend/Redmond

Thu 4/30

6:00 am-11:59 pm

1 stop15h 59m

Chicago O'Hare Intl

Mon 5/4

6:00 am-12:58 pm

1 stop8h 58m

$305

RedmondChicago

RDM - ORD

RDMORD

Bend/Redmond

Sat 7/4

12:35 pm-9:58 pm

1 stop7h 23m

Chicago O'Hare Intl

Wed 7/8

7:20 am-12:11 pm

1 stop6h 51m

$309

RedmondChicago

RDM - ORD

RDMORD

Bend/Redmond

Mon 5/4

5:41 pm-8:40 am

2 stops12h 59m

Chicago O'Hare Intl

Thu 5/7

6:20 pm-10:54 pm

1 stop6h 34m

$310

RedmondChicago

RDM - ORD

RDMORD

Bend/Redmond

Fri 7/3

5:49 pm-6:20 am

1 stop10h 31m

Chicago O'Hare Intl

Wed 7/8

7:20 am-11:39 am

1 stop6h 19m

$319

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Chicago from

How to get the cheapest flight ticket from Redmond to Chicago O'Hare Intl Airport

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest month to fly to Chicago O'Hare Intl Airport?

The month of August is another great option to travel to Chicago O'Hare Intl Airport, with average flight prices from Redmond averaging around $346.

How have Redmond to Chicago O'Hare Intl Airport flight prices changed over time?

As of February 2026, prices for Redmond to Chicago O'Hare Intl Airport flights are approximately 158% more expensive when compared to flights at the same time last year.

When to book flights from Redmond to Chicago O'Hare Intl Airport

Are you open to changing your travel dates? Check out the ideal times to fly from Redmond to Chicago O'Hare Intl Airport according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Redmond to Chicago O'Hare Intl Airport (RDM to ORD) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Redmond to Chicago O'Hare Intl Airport

Fastest flight time

6h 55m

Direct flights

None
The fastest flight from Redmond to Chicago O'Hare Intl Airport takes 6h 55m
There are no direct flights from Redmond to Chicago O'Hare Intl Airport. There are no popular flight routes from Redmond to Chicago O'Hare Intl Airport.
Search flight deals

  • How far is Bend/Redmond to Chicago O'Hare Intl by plane?

    Chicago O'Hare Intl is 1672.5 mi away from Bend/Redmond. Typically, this will take 6h 55m by plane in normal conditions.

  • When did momondo last update prices for flights from Bend/Redmond Airport to Chicago O'Hare Intl Airport?

    Prices for flights from Bend/Redmond Airport to Chicago O'Hare Intl Airport are updated daily.

  • How many operators does momondo search for flights from Bend/Redmond Airport to Chicago O'Hare Intl Airport?

  • How old do you have to be to fly from Bend/Redmond Airport to Chicago O'Hare Intl Airport?

    The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Bend/Redmond Airport to Chicago O'Hare Intl Airport.

  • What documentation or ID do you need to fly to Chicago O'Hare Intl Airport?

    The required travel and health documents for your Chicago O'Hare Intl Airport trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Chicago O'Hare Intl Airport. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

  • What is the most popular airline from Redmond to Chicago O'Hare Intl Airport?

Best airlines flying from Redmond to Chicago O'Hare Intl Airport

Compare and see reviews for airlines that fly from Redmond to Chicago O'Hare Intl Airport with momondo
Airline
Rating
Free Cancellation
Price
Alaska AirlinesPriceFrom $262Free CancellationRating
8.0
11,965 reviews
Search Alaska Airlines flights
DeltaPriceFrom $288Free CancellationRating
7.9
8,242 reviews
Search Delta flights
United AirlinesPriceFrom $308Free CancellationRating
7.4
9,349 reviews
Search United Airlines flights

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Lake Geneva
Schaumburg
South Haven
Rockford
Merrillville
Gurnee
Rosemont
Naperville
New Buffalo
Kenosha
Orland Park
Oak Brook
Joliet
Racine
Janesville
Hammond
Aurora
Tinley Park
Elgin
South Holland

Why use momondo?

Why should I use momondo to find a flight deal from Redmond to Chicago?

momondo collates all your flight options in one place and lets you filter them to find the perfect flight from Redmond to Chicago. momondo saves you time and could save you money on your trip.

Can I find flights from Redmond to Chicago with flexible booking policies on momondo?

All flight searches from Redmond to Chicago on momondo can be filtered to show those which offer flexible booking policies.

How can momondo help me find flights from Redmond to Chicago?

Once you have performed a search for Redmond to Chicago flights, momondo helps you find the right one by offering useful filters to narrow down your flight selection. Flights can be filtered by multiple factors such as airline, airport and price; but also by other criteria like aircraft type and payment method.

I’m not ready to book a flight from Redmond to Chicago right now. Can momondo alert me if prices change?

Yes momondo offers price alerts on flights to Chicago from Redmond. After performing a search on this page you should be able to see the price alert set up feature. Simply provide a valid email address and momondo will instantly alert you when prices change.

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